A new synthesis of pentafluorosulfanylbenzene

TA Sergeeva, WR Dolbier

Index: Sergeeva, Tatiana A.; Dolbier Jr., William R. Organic Letters, 2004 , vol. 6, # 14 p. 2417 - 2419

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Citation Number: 31

Abstract

1,4-Cyclohexadiene was easily transformed into 4,5-dichlorocyclohexene, 2, 18 via its essentially quantitative reaction with SO 2 Cl 2 in CCl 4 at room temperature. This was followed by the key step in the synthesis, which was the introduction of the SF 5 group via the high yield, Et 3 B-catalyzed addition of SF 5 Cl to 2 at −20 °C. To obtain the reported high yield, it was essential that a longer reaction time and larger (3.5-fold) excess of SF 5 Cl be used for this addition, in ...